scholarly journals Ruthenium indenylidene “1st generation” olefin metathesis catalysts containing triisopropyl phosphite

2015 ◽  
Vol 11 ◽  
pp. 1520-1527 ◽  
Author(s):  
Stefano Guidone ◽  
Fady Nahra ◽  
Alexandra M Z Slawin ◽  
Catherine S J Cazin
Keyword(s):  
Experimental Data ◽  
Thermal Stability ◽  
Olefin Metathesis ◽  
Synergistic Effects ◽  
Metathesis Reactions ◽  
Metathesis Catalysts ◽  
Ru Species

The reaction of triisopropyl phosphite with phosphine-based indenylidene pre-catalysts affords “1st generation” cis-complexes. These have been used in olefin metathesis reactions. The cis-Ru species exhibit noticeable differences with the trans-Ru parent complexes in terms of structure, thermal stability and reactivity. Experimental data underline the importance of synergistic effects between phosphites and L-type ligands.

scholarly journals Metathesis access to monocyclic iminocyclitol-based therapeutic agents

2011 ◽  
Vol 7 ◽  
pp. 699-716 ◽  
Author(s):  
Ileana Dragutan ◽  
Valerian Dragutan ◽  
Carmen Mitan ◽  
Hermanus CM Vosloo ◽  
Lionel Delaude ◽  
...  
Keyword(s):  
Olefin Metathesis ◽  
Metabolic Disorders ◽  
Therapeutic Agents ◽  
Comparative Performance ◽  
Common Diseases ◽  
Metathesis Reactions ◽  
Recent Developments ◽  
Metathesis Catalysts ◽  
Steric Control

By focusing on recent developments on natural and non-natural azasugars (iminocyclitols), this review bolsters the case for the role of olefin metathesis reactions (RCM, CM) as key transformations in the multistep syntheses of pyrrolidine-, piperidine- and azepane-based iminocyclitols, as important therapeutic agents against a range of common diseases and as tools for studying metabolic disorders. Considerable improvements brought about by introduction of one or more metathesis steps are outlined, with emphasis on the exquisite steric control and atom-economical outcome of the overall process. The comparative performance of several established metathesis catalysts is also highlighted.

Synthesis and characterization of non-chelating ruthenium–indenylidene olefin metathesis catalysts derived from substituted 1,1-diphenyl-2-propyn-1-ols

2015 ◽  
Vol 39 (3) ◽  
pp. 1858-1867 ◽  
Author(s):  
Baoyi Yu ◽  
Yu Xie ◽  
Fatma B. Hamad ◽  
Karen Leus ◽  
Alex A. Lyapkov ◽  
...  
Keyword(s):  
Olefin Metathesis ◽  
First Generation ◽  
Catalytic Performance ◽  
Ruthenium Catalysts ◽  
Synthesis And Characterization ◽  
Metathesis Reactions ◽  
Metathesis Catalysts

The synthesis and characterization of four first-generation modified non-chelating indenylidene ruthenium catalysts is reported, as well as their catalytic performance in olefin metathesis reactions.

scholarly journals The Influence of Various N-Heterocyclic Carbene Ligands on Activity of Nitro-Activated Olefin Metathesis Catalysts

Molecules ◽  
2020 ◽  
Vol 25 (10) ◽  
pp. 2282 ◽  
Author(s):  
Michał Pieczykolan ◽  
Justyna Czaban-Jóźwiak ◽  
Maura Malinska ◽  
Krzysztof Woźniak ◽  
Reto Dorta ◽  
...  
Keyword(s):  
High Activity ◽  
Olefin Metathesis ◽  
Double Bonds ◽  
Carbene Ligands ◽  
Grubbs Catalyst ◽  
Metathesis Reactions ◽  
Metathesis Catalysts

A set of nitro-activated ruthenium-based Hoveyda-Grubbs type olefin metathesis catalysts bearing sterically modified N-hetero-cyclic carbene (NHC) ligands have been obtained, characterised and studied in a set of model metathesis reactions. It was found that catalysts bearing standard SIMes and SIPr ligands (4a and 4b) gave the best results in metathesis of substrates with more accessible C–C double bonds. At the same time, catalysts bearing engineered naphthyl-substituted NHC ligands (4d–e) exhibited high activity towards formation of tetrasubstituted C–C double bonds, the reaction which was traditionally Achilles’ heel of the nitro-activated Hoveyda–Grubbs catalyst.

scholarly journals Halide exchanged Hoveyda-type complexes in olefin metathesis

2010 ◽  
Vol 6 ◽  
pp. 1091-1098 ◽  
Author(s):  
Julia Wappel ◽  
César A Urbina-Blanco ◽  
Mudassar Abbas ◽  
Jörg H Albering ◽  
Robert Saf ◽  
...  
Keyword(s):  
Olefin Metathesis ◽  
Ring Opening ◽  
Catalytic Performance ◽  
Ring Closing Metathesis ◽  
Cross Metathesis ◽  
Metathesis Reactions ◽  
Metathesis Catalysts

The aims of this contribution are to present a straightforward synthesis of 2nd generation Hoveyda-type olefin metathesis catalysts bearing bromo and iodo ligands, and to disclose the subtle influence of the different anionic co-ligands on the catalytic performance of the complexes in ring opening metathesis polymerisation, ring closing metathesis, enyne cycloisomerisation and cross metathesis reactions.

Stable ruthenium olefin metathesis catalysts bearing symmetrical NHC ligands with primary and secondary N-alkyl groups

2018 ◽  
Vol 47 (18) ◽  
pp. 6615-6627 ◽  
Author(s):  
Chiara Ambrosio ◽  
Veronica Paradiso ◽  
Chiara Costabile ◽  
Valerio Bertolasi ◽  
Tonino Caruso ◽  
...  
Keyword(s):  
Olefin Metathesis ◽  
Ruthenium Complexes ◽  
Alkyl Groups ◽  
Metathesis Reactions ◽  
Metathesis Catalysts

Novel ruthenium complexes with N,N′-dialkyl-substituted NHCs and their application in metathesis reactions involving model and biorenewable compounds are presented.

Light guided chemoselective olefin metathesis reactions

2017 ◽  
Vol 89 (6) ◽  
pp. 829-840 ◽  
Author(s):  
Ofer Reany ◽  
N. Gabriel Lemcoff
Keyword(s):  
Chemical Reactions ◽  
Olefin Metathesis ◽  
Lessons Learned ◽  
The Past ◽  
Metathesis Reactions ◽  
Catalytically Active ◽  
Recent Developments ◽  
Metathesis Catalysts ◽  
External Stimuli ◽  
Careful Design

AbstractAn appealing concept in synthetic chemistry is photo-induced catalysis; where dormant complexes become catalytically active upon activation with light. The ruthenium-based olefin metathesis complexes founded on the original Grubbs catalyst have probably been one of the most widely studied families of catalysts for the past 25 years. Greater stability and versatility of these olefin-metathesis catalysts has been achieved by careful design of the ligand sphere, including latent catalysts which are activated by external stimuli. This article describes our recent developments towards light-induced olefin metathesis reactions based on photoactive sulfur-chelated ruthenium benzylidene catalysts. Alternative chemical reactions, be it photo-induced olefin metathesis or other direct photochemical processes, by using light of different frequencies were studied in chemoselective chromatic orthogonal pathways. The lessons learned during the development of these reactions have given birth to selective photo-deprotection sequences and novel pathways for stereolithographic applications.

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